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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-07-22 19:50:24 UTC

Update Date

2021-09-14 15:42:50 UTC

HMDB ID

HMDB0061139

Secondary Accession Numbers

HMDB61139

Metabolite Identification

Common Name

Doxepin N-oxide glucuronide

Description

Doxepin N-oxide glucuronide is a metabolite of doxepin. Doxepin is a psychotropic agent with tricyclic antidepressant and anxiolytic properties, known under many brand-names such as Aponal, the original preparation by Boehringer-Mannheim, now part of the Roche group; Adapine, Doxal, Deptran, Sinquan and Sinequan. As doxepin hydrochloride, it is the active ingredient in cream-based preparations (Zonalon and Xepin) for the treatment of dermatological itch. (Wikipedia)

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv0541 07221312502D          

 34 37  0  0  0  0            999 V2000
   -1.7932   -1.6493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0068   -0.8524    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -2.8037   -1.0660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2099   -0.6389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6265   -1.2223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1704   -1.0087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3540   -0.2044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1583   -0.0209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5162    0.7224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3389    0.7841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8037    0.1025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4457   -0.6408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6230   -0.7025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1583    1.4657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3540    1.6493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2911    1.1349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2911    0.3099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0055   -0.1026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7200    0.3099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7200    1.1349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0055    1.5474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5902   -0.2690    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1735    0.3143    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8880    1.5519    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6025    1.1393    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6025    0.3143    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8880   -0.0982    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1735    1.1393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8880    2.3769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1735    2.7894    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6025    2.7894    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3169    1.5518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3169   -0.0982    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8880   -0.9232    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
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 12 13  2  0  0  0  0
  8 13  1  0  0  0  0
  9 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
  7 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 16 21  1  0  0  0  0
  2 22  1  0  0  0  0
 23 22  1  1  0  0  0
 27 23  1  0  0  0  0
 23 28  1  0  0  0  0
 24 25  1  0  0  0  0
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 26 27  1  0  0  0  0
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 24 29  1  1  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
 25 32  1  6  0  0  0
 26 33  1  1  0  0  0
 27 34  1  6  0  0  0
M  CHG  1   2   1
M  END

HMDB0061139
     RDKit          3D
Doxepin N-oxide glucuronide
 64 67  0  0  0  0  0  0  0  0999 V2000
    0.9829   -0.7683   -2.5327 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3131   -1.4225   -1.2928 N   0  0  0  0  0  4  0  0  0  0  0  0
    2.2521   -2.5284   -1.7385 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3146   -2.1032   -0.5828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1364   -1.8156   -1.0927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4062   -0.3979   -0.8986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5006    0.0128   -0.3168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4366   -1.0550    0.1064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5417   -1.9411   -0.9237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3680   -3.0362   -0.6871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0253   -3.1640    0.5464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8636   -2.2080    1.5421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0555   -1.1119    1.3497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9796   -0.1392    2.4579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0219    1.2215    2.0729 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3702    1.9554    1.0706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4267    3.3244    1.2141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8105    4.1240    0.2672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1351    3.5720   -0.8275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0632    2.1906   -0.9966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6882    1.4642   -0.0304 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1019   -0.6156   -0.6391 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7871    0.1208    0.4147 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9865    1.4570    0.0457 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2139    1.9594    0.3047 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5519    2.9725   -0.7153 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7305    3.2217   -1.6190 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7500    3.6523   -0.6988 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3361    0.9547    0.3006 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4935    1.6261    0.7058 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1143   -0.1777    1.2649 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5337   -1.3483    0.6328 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6717   -0.2022    1.6394 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4456    0.7620    2.6132 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0357   -0.9853   -2.9914 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7536   -1.1148   -3.2991 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2191    0.3331   -2.4913 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8129   -2.8938   -0.8553 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0000   -2.1012   -2.4340 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6803   -3.3511   -2.1617 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.9948   -2.2783   -2.0441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5978   -2.4796   -0.2973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7086    0.3369   -1.1973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1112   -1.7946   -1.8721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5147   -3.7915   -1.4340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6737   -4.0045    0.7594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3645   -2.2925    2.4965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8898   -0.3078    3.0962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1197   -0.3430    3.1402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9517    3.7378    2.0636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8460    5.1922    0.3663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6481    4.1759   -1.5773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5776    1.7160   -1.8257 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7650    0.1007    0.8305 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2163    2.5233    1.2865 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1846    4.0143    0.1399 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5167    0.6028   -0.7330 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6197    1.5986    1.6831 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7122   -0.0817    2.1922 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2902   -1.7858    1.1031 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4099   -1.2198    1.9678 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2666    0.9230    3.1664 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
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 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
  2 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 25 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 31 33  1  0
 33 34  1  0
 21  7  1  0
 33 23  1  0
 13  8  1  0
 21 16  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  3 38  1  0
  3 39  1  0
  3 40  1  0
  4 41  1  0
  4 42  1  0
  5 43  1  0
  5 44  1  0
  6 45  1  0
  9 46  1  0
 10 47  1  0
 11 48  1  0
 12 49  1  0
 14 50  1  0
 14 51  1  0
 17 52  1  0
 18 53  1  0
 19 54  1  0
 20 55  1  0
 23 56  1  1
 25 57  1  1
 28 58  1  0
 29 59  1  6
 30 60  1  0
 31 61  1  1
 32 62  1  0
 33 63  1  1
 34 64  1  0
M  CHG  1   2   1
M  END


  Mrv0541 07221312502D          

 34 37  0  0  0  0            999 V2000
   -1.7932   -1.6493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0068   -0.8524    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -2.8037   -1.0660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2099   -0.6389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6265   -1.2223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1704   -1.0087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3540   -0.2044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1583   -0.0209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5162    0.7224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3389    0.7841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8037    0.1025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4457   -0.6408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6230   -0.7025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1583    1.4657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3540    1.6493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2911    1.1349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2911    0.3099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0055   -0.1026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.7200    1.1349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0055    1.5474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5902   -0.2690    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1735    0.3143    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8880    1.5519    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6025    1.1393    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6025    0.3143    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8880   -0.0982    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -3.8880    2.3769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1735    2.7894    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.3169    1.5518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3169   -0.0982    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8880   -0.9232    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
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  7 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 16 21  1  0  0  0  0
  2 22  1  0  0  0  0
 23 22  1  1  0  0  0
 27 23  1  0  0  0  0
 23 28  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
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 24 29  1  1  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
 25 32  1  6  0  0  0
 26 33  1  1  0  0  0
 27 34  1  6  0  0  0
M  CHG  1   2   1
M  END
> <DATABASE_ID>
HMDB0061139

> <DATABASE_NAME>
hmdb

> <SMILES>
C[N+](C)(CC\C=C1/C2=C(COC3=C1C=CC=C3)C=CC=C2)O[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C25H29NO8/c1-26(2,34-25-22(29)20(27)21(28)23(33-25)24(30)31)13-7-11-17-16-9-4-3-8-15(16)14-32-19-12-6-5-10-18(17)19/h3-6,8-12,20-23,25,27-29H,7,13-14H2,1-2H3/p+1/b17-11+/t20-,21-,22+,23-,25-/m0/s1

> <INCHI_KEY>
NLZMYODDTAMNJM-GOSZAKIASA-O

> <FORMULA>
C25H30NO8

> <MOLECULAR_WEIGHT>
472.5076

> <EXACT_MASS>
472.197141941

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
48.36112633832225

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(2S,3R,4S,5S,6S)-6-carboxy-3,4,5-trihydroxyoxan-2-yl]oxy}dimethyl{3-[(2E)-9-oxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-ylidene]propyl}azanium

> <ALOGPS_LOGP>
0.30

> <JCHEM_LOGP>
-1.2803279201384126

> <ALOGPS_LOGS>
-4.36

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.07503386671874

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.3757523241920153

> <JCHEM_PKA_STRONGEST_BASIC>
-3.692121409902504

> <JCHEM_POLAR_SURFACE_AREA>
125.68000000000002

> <JCHEM_REFRACTIVITY>
133.4232

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.20e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
{[(2S,3R,4S,5S,6S)-6-carboxy-3,4,5-trihydroxyoxan-2-yl]oxy}dimethyl{3-[(2E)-9-oxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-ylidene]propyl}azanium

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0061139
     RDKit          3D
Doxepin N-oxide glucuronide
 64 67  0  0  0  0  0  0  0  0999 V2000
    0.9829   -0.7683   -2.5327 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3131   -1.4225   -1.2928 N   0  0  0  0  0  4  0  0  0  0  0  0
    2.2521   -2.5284   -1.7385 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3146   -2.1032   -0.5828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1364   -1.8156   -1.0927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4062   -0.3979   -0.8986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5006    0.0128   -0.3168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4366   -1.0550    0.1064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5417   -1.9411   -0.9237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3680   -3.0362   -0.6871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0253   -3.1640    0.5464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8636   -2.2080    1.5421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0555   -1.1119    1.3497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9796   -0.1392    2.4579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0219    1.2215    2.0729 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3702    1.9554    1.0706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4267    3.3244    1.2141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8105    4.1240    0.2672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1351    3.5720   -0.8275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0632    2.1906   -0.9966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6882    1.4642   -0.0304 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1019   -0.6156   -0.6391 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7871    0.1208    0.4147 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9865    1.4570    0.0457 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2139    1.9594    0.3047 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5519    2.9725   -0.7153 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7305    3.2217   -1.6190 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7500    3.6523   -0.6988 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3361    0.9547    0.3006 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4935    1.6261    0.7058 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1143   -0.1777    1.2649 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5337   -1.3483    0.6328 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6717   -0.2022    1.6394 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4456    0.7620    2.6132 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0357   -0.9853   -2.9914 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7536   -1.1148   -3.2991 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2191    0.3331   -2.4913 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8129   -2.8938   -0.8553 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0000   -2.1012   -2.4340 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6803   -3.3511   -2.1617 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4987   -3.2008   -0.6356 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2670   -1.7851    0.5058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9948   -2.2783   -2.0441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5978   -2.4796   -0.2973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7086    0.3369   -1.1973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1112   -1.7946   -1.8721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5147   -3.7915   -1.4340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6737   -4.0045    0.7594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3645   -2.2925    2.4965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8898   -0.3078    3.0962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1197   -0.3430    3.1402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9517    3.7378    2.0636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8460    5.1922    0.3663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6481    4.1759   -1.5773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5776    1.7160   -1.8257 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7650    0.1007    0.8305 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2163    2.5233    1.2865 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1846    4.0143    0.1399 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5167    0.6028   -0.7330 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6197    1.5986    1.6831 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7122   -0.0817    2.1922 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2902   -1.7858    1.1031 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4099   -1.2198    1.9678 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2666    0.9230    3.1664 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
  2 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 25 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 31 33  1  0
 33 34  1  0
 21  7  1  0
 33 23  1  0
 13  8  1  0
 21 16  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  3 38  1  0
  3 39  1  0
  3 40  1  0
  4 41  1  0
  4 42  1  0
  5 43  1  0
  5 44  1  0
  6 45  1  0
  9 46  1  0
 10 47  1  0
 11 48  1  0
 12 49  1  0
 14 50  1  0
 14 51  1  0
 17 52  1  0
 18 53  1  0
 19 54  1  0
 20 55  1  0
 23 56  1  1
 25 57  1  1
 28 58  1  0
 29 59  1  6
 30 60  1  0
 31 61  1  1
 32 62  1  0
 33 63  1  1
 34 64  1  0
M  CHG  1   2   1
M  END

HEADER    PROTEIN                                 22-JUL-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-JUL-13         0                                  
HETATM    1  C   UNK     0      -3.347  -3.079   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0      -3.746  -1.591   0.000  0.00  0.00           N+1
HETATM    3  C   UNK     0      -5.234  -1.990   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.258  -1.193   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.169  -2.282   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.318  -1.883   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.661  -0.382   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.162  -0.039   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.830   1.348   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.366   1.464   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.234   0.191   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.565  -1.196   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.030  -1.311   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       2.162   2.736   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       0.661   3.079   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.543   2.118   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.543   0.578   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.877  -0.192   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.211   0.578   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -3.211   2.118   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.877   2.888   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -4.835  -0.502   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -5.924   0.587   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -7.258   2.897   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -8.591   2.127   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -8.591   0.587   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -7.258  -0.183   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -5.924   2.127   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      -7.258   4.437   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -5.924   5.207   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      -8.591   5.207   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      -9.925   2.897   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      -9.925  -0.183   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      -7.258  -1.723   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4   22                                             
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   17                                                  
CONECT    8    7    9   13                                                  
CONECT    9    8   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12    8                                                       
CONECT   14    9   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   21                                                  
CONECT   17   16    7   18                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   16                                                       
CONECT   22    2   23                                                       
CONECT   23   22   27   28                                                  
CONECT   24   25   28   29                                                  
CONECT   25   24   26   32                                                  
CONECT   26   25   27   33                                                  
CONECT   27   23   26   34                                                  
CONECT   28   23   24                                                       
CONECT   29   24   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29                                                            
CONECT   32   25                                                            
CONECT   33   26                                                            
CONECT   34   27                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   74    0
END

COMPND    HMDB0061139
HETATM    1  C1  UNL     1       0.983  -0.768  -2.533  1.00  0.00           C  
HETATM    2  N1  UNL     1       1.313  -1.422  -1.293  1.00  0.00           N1+
HETATM    3  C2  UNL     1       2.252  -2.528  -1.739  1.00  0.00           C  
HETATM    4  C3  UNL     1       0.315  -2.103  -0.583  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.136  -1.816  -1.093  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.406  -0.398  -0.899  1.00  0.00           C  
HETATM    7  C6  UNL     1      -2.501   0.013  -0.317  1.00  0.00           C  
HETATM    8  C7  UNL     1      -3.437  -1.055   0.106  1.00  0.00           C  
HETATM    9  C8  UNL     1      -3.542  -1.941  -0.924  1.00  0.00           C  
HETATM   10  C9  UNL     1      -4.368  -3.036  -0.687  1.00  0.00           C  
HETATM   11  C10 UNL     1      -5.025  -3.164   0.546  1.00  0.00           C  
HETATM   12  C11 UNL     1      -4.864  -2.208   1.542  1.00  0.00           C  
HETATM   13  C12 UNL     1      -4.056  -1.112   1.350  1.00  0.00           C  
HETATM   14  C13 UNL     1      -3.980  -0.139   2.458  1.00  0.00           C  
HETATM   15  O1  UNL     1      -4.022   1.222   2.073  1.00  0.00           O  
HETATM   16  C14 UNL     1      -3.370   1.955   1.071  1.00  0.00           C  
HETATM   17  C15 UNL     1      -3.427   3.324   1.214  1.00  0.00           C  
HETATM   18  C16 UNL     1      -2.810   4.124   0.267  1.00  0.00           C  
HETATM   19  C17 UNL     1      -2.135   3.572  -0.828  1.00  0.00           C  
HETATM   20  C18 UNL     1      -2.063   2.191  -0.997  1.00  0.00           C  
HETATM   21  C19 UNL     1      -2.688   1.464  -0.030  1.00  0.00           C  
HETATM   22  O2  UNL     1       2.102  -0.616  -0.639  1.00  0.00           O  
HETATM   23  C20 UNL     1       1.787   0.121   0.415  1.00  0.00           C  
HETATM   24  O3  UNL     1       1.986   1.457   0.046  1.00  0.00           O  
HETATM   25  C21 UNL     1       3.214   1.959   0.305  1.00  0.00           C  
HETATM   26  C22 UNL     1       3.552   2.973  -0.715  1.00  0.00           C  
HETATM   27  O4  UNL     1       2.731   3.222  -1.619  1.00  0.00           O  
HETATM   28  O5  UNL     1       4.750   3.652  -0.699  1.00  0.00           O  
HETATM   29  C23 UNL     1       4.336   0.955   0.301  1.00  0.00           C  
HETATM   30  O6  UNL     1       5.494   1.626   0.706  1.00  0.00           O  
HETATM   31  C24 UNL     1       4.114  -0.178   1.265  1.00  0.00           C  
HETATM   32  O7  UNL     1       4.534  -1.348   0.633  1.00  0.00           O  
HETATM   33  C25 UNL     1       2.672  -0.202   1.639  1.00  0.00           C  
HETATM   34  O8  UNL     1       2.446   0.762   2.613  1.00  0.00           O  
HETATM   35  H1  UNL     1       0.036  -0.985  -2.991  1.00  0.00           H  
HETATM   36  H2  UNL     1       1.754  -1.115  -3.299  1.00  0.00           H  
HETATM   37  H3  UNL     1       1.219   0.333  -2.491  1.00  0.00           H  
HETATM   38  H4  UNL     1       2.813  -2.894  -0.855  1.00  0.00           H  
HETATM   39  H5  UNL     1       3.000  -2.101  -2.434  1.00  0.00           H  
HETATM   40  H6  UNL     1       1.680  -3.351  -2.162  1.00  0.00           H  
HETATM   41  H7  UNL     1       0.499  -3.201  -0.636  1.00  0.00           H  
HETATM   42  H8  UNL     1       0.267  -1.785   0.506  1.00  0.00           H  
HETATM   43  H9  UNL     1      -0.995  -2.278  -2.044  1.00  0.00           H  
HETATM   44  H10 UNL     1      -1.598  -2.480  -0.297  1.00  0.00           H  
HETATM   45  H11 UNL     1      -0.709   0.337  -1.197  1.00  0.00           H  
HETATM   46  H12 UNL     1      -3.111  -1.795  -1.872  1.00  0.00           H  
HETATM   47  H13 UNL     1      -4.515  -3.791  -1.434  1.00  0.00           H  
HETATM   48  H14 UNL     1      -5.674  -4.005   0.759  1.00  0.00           H  
HETATM   49  H15 UNL     1      -5.364  -2.293   2.497  1.00  0.00           H  
HETATM   50  H16 UNL     1      -4.890  -0.308   3.096  1.00  0.00           H  
HETATM   51  H17 UNL     1      -3.120  -0.343   3.140  1.00  0.00           H  
HETATM   52  H18 UNL     1      -3.952   3.738   2.064  1.00  0.00           H  
HETATM   53  H19 UNL     1      -2.846   5.192   0.366  1.00  0.00           H  
HETATM   54  H20 UNL     1      -1.648   4.176  -1.577  1.00  0.00           H  
HETATM   55  H21 UNL     1      -1.578   1.716  -1.826  1.00  0.00           H  
HETATM   56  H22 UNL     1       0.765   0.101   0.831  1.00  0.00           H  
HETATM   57  H23 UNL     1       3.216   2.523   1.287  1.00  0.00           H  
HETATM   58  H24 UNL     1       5.185   4.014   0.140  1.00  0.00           H  
HETATM   59  H25 UNL     1       4.517   0.603  -0.733  1.00  0.00           H  
HETATM   60  H26 UNL     1       5.620   1.599   1.683  1.00  0.00           H  
HETATM   61  H27 UNL     1       4.712  -0.082   2.192  1.00  0.00           H  
HETATM   62  H28 UNL     1       5.290  -1.786   1.103  1.00  0.00           H  
HETATM   63  H29 UNL     1       2.410  -1.220   1.968  1.00  0.00           H  
HETATM   64  H30 UNL     1       3.267   0.923   3.166  1.00  0.00           H  
CONECT    1    2   35   36   37
CONECT    2    3    4   22
CONECT    3   38   39   40
CONECT    4    5   41   42
CONECT    5    6   43   44
CONECT    6    7    7   45
CONECT    7    8   21
CONECT    8    9    9   13
CONECT    9   10   46
CONECT   10   11   11   47
CONECT   11   12   48
CONECT   12   13   13   49
CONECT   13   14
CONECT   14   15   50   51
CONECT   15   16
CONECT   16   17   17   21
CONECT   17   18   52
CONECT   18   19   19   53
CONECT   19   20   54
CONECT   20   21   21   55
CONECT   22   23
CONECT   23   24   33   56
CONECT   24   25
CONECT   25   26   29   57
CONECT   26   27   27   28
CONECT   28   58
CONECT   29   30   31   59
CONECT   30   60
CONECT   31   32   33   61
CONECT   32   62
CONECT   33   34   63
CONECT   34   64
END

HMDB0061139
     RDKit          3D
Doxepin N-oxide glucuronide
 64 67  0  0  0  0  0  0  0  0999 V2000
    0.9829   -0.7683   -2.5327 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3131   -1.4225   -1.2928 N   0  0  0  0  0  4  0  0  0  0  0  0
    2.2521   -2.5284   -1.7385 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3146   -2.1032   -0.5828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1364   -1.8156   -1.0927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4062   -0.3979   -0.8986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5006    0.0128   -0.3168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4366   -1.0550    0.1064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5417   -1.9411   -0.9237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3680   -3.0362   -0.6871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0253   -3.1640    0.5464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8636   -2.2080    1.5421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0555   -1.1119    1.3497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9796   -0.1392    2.4579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0219    1.2215    2.0729 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3702    1.9554    1.0706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4267    3.3244    1.2141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8105    4.1240    0.2672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1351    3.5720   -0.8275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0632    2.1906   -0.9966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6882    1.4642   -0.0304 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1019   -0.6156   -0.6391 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7871    0.1208    0.4147 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9865    1.4570    0.0457 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2139    1.9594    0.3047 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5519    2.9725   -0.7153 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7305    3.2217   -1.6190 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7500    3.6523   -0.6988 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3361    0.9547    0.3006 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4935    1.6261    0.7058 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1143   -0.1777    1.2649 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5337   -1.3483    0.6328 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6717   -0.2022    1.6394 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4456    0.7620    2.6132 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0357   -0.9853   -2.9914 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7536   -1.1148   -3.2991 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2191    0.3331   -2.4913 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8129   -2.8938   -0.8553 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0000   -2.1012   -2.4340 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6803   -3.3511   -2.1617 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4987   -3.2008   -0.6356 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2670   -1.7851    0.5058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9948   -2.2783   -2.0441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5978   -2.4796   -0.2973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7086    0.3369   -1.1973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1112   -1.7946   -1.8721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5147   -3.7915   -1.4340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6737   -4.0045    0.7594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3645   -2.2925    2.4965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8898   -0.3078    3.0962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1197   -0.3430    3.1402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9517    3.7378    2.0636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8460    5.1922    0.3663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6481    4.1759   -1.5773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5776    1.7160   -1.8257 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7650    0.1007    0.8305 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2163    2.5233    1.2865 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1846    4.0143    0.1399 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5167    0.6028   -0.7330 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6197    1.5986    1.6831 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7122   -0.0817    2.1922 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2902   -1.7858    1.1031 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4099   -1.2198    1.9678 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2666    0.9230    3.1664 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
  2 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 25 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 31 33  1  0
 33 34  1  0
 21  7  1  0
 33 23  1  0
 13  8  1  0
 21 16  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  3 38  1  0
  3 39  1  0
  3 40  1  0
  4 41  1  0
  4 42  1  0
  5 43  1  0
  5 44  1  0
  6 45  1  0
  9 46  1  0
 10 47  1  0
 11 48  1  0
 12 49  1  0
 14 50  1  0
 14 51  1  0
 17 52  1  0
 18 53  1  0
 19 54  1  0
 20 55  1  0
 23 56  1  1
 25 57  1  1
 28 58  1  0
 29 59  1  6
 30 60  1  0
 31 61  1  1
 32 62  1  0
 33 63  1  1
 34 64  1  0
M  CHG  1   2   1
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₅H₃₀NO₈

Average Molecular Weight

472.5076

Monoisotopic Molecular Weight

472.197141941

IUPAC Name

{[(2S,3R,4S,5S,6S)-6-carboxy-3,4,5-trihydroxyoxan-2-yl]oxy}dimethyl{3-[(2E)-9-oxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-ylidene]propyl}azanium

Traditional Name

{[(2S,3R,4S,5S,6S)-6-carboxy-3,4,5-trihydroxyoxan-2-yl]oxy}dimethyl{3-[(2E)-9-oxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-ylidene]propyl}azanium

CAS Registry Number

Not Available

SMILES

C[N+](C)(CC\C=C1/C2=C(COC3=C1C=CC=C3)C=CC=C2)O[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O

InChI Identifier

InChI=1S/C25H29NO8/c1-26(2,34-25-22(29)20(27)21(28)23(33-25)24(30)31)13-7-11-17-16-9-4-3-8-15(16)14-32-19-12-6-5-10-18(17)19/h3-6,8-12,20-23,25,27-29H,7,13-14H2,1-2H3/p+1/b17-11+/t20-,21-,22+,23-,25-/m0/s1

InChI Key

NLZMYODDTAMNJM-GOSZAKIASA-O

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dibenzoxepines. Dibenzoxepines are compounds containing a dibenzoxepine moiety, which consists of two benzene connected by an oxazepine ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzoxepines

Sub Class

Dibenzoxepines

Direct Parent

Dibenzoxepines

Alternative Parents

Substituents

Dibenzoxepine
Glucuronic acid or derivatives
Alkyl aryl ether
Beta-hydroxy acid
Hydroxy acid
Monosaccharide
Oxane
Benzenoid
Pyran
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Ether
Monocarboxylic acid or derivatives
Oxacycle
N-organohydroxylamine
Polyol
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Organonitrogen compound
Organooxygen compound
Alcohol
Organic nitrogen compound
Organic cation
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0061139)

Organ

Liver (HMDB: HMDB0061139)
Kidney (HMDB: HMDB0061139)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0061139)

Cellular substructure

Cytoplasm (HMDB: HMDB0061139)

Source

Endogenous

Endogenous (HMDB: HMDB0061139)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Doxepin Metabolism Pathway (PathBank: SMP0000641)

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.022 g/L	ALOGPS
logP	0.3	ALOGPS
logP	-1.3	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	3.38	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	125.68 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	133.42 m³·mol⁻¹	ChemAxon
Polarizability	48.36 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	203.043	31661259
DarkChem	[M-H]-	198.39	31661259
DeepCCS	[M+H]+	204.649	30932474
DeepCCS	[M-H]-	202.769	30932474
DeepCCS	[M-2H]-	236.131	30932474
DeepCCS	[M+Na]+	211.315	30932474
AllCCS	[M+H]+	212.7	32859911
AllCCS	[M+H-H2O]+	210.7	32859911
AllCCS	[M+NH4]+	214.5	32859911
AllCCS	[M+Na]+	215.1	32859911
AllCCS	[M-H]-	208.8	32859911
AllCCS	[M+Na-2H]-	210.0	32859911
AllCCS	[M+HCOO]-	211.4	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	3.74 minutes	32390414
Predicted by Siyang on May 30, 2022	11.5869 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	4.44 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1515.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	219.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	160.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	201.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	90.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	375.6 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	407.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	830.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	959.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	426.6 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1308.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	268.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	318.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	373.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	369.3 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	58.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Doxepin N-oxide glucuronide	C[N+](C)(CC\C=C1/C2=C(COC3=C1C=CC=C3)C=CC=C2)O[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O	4938.4	Standard polar	33892256
Doxepin N-oxide glucuronide	C[N+](C)(CC\C=C1/C2=C(COC3=C1C=CC=C3)C=CC=C2)O[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O	3463.7	Standard non polar	33892256
Doxepin N-oxide glucuronide	C[N+](C)(CC\C=C1/C2=C(COC3=C1C=CC=C3)C=CC=C2)O[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O	3716.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Doxepin N-oxide glucuronide,1TMS,isomer #1	C[N+](C)(CC/C=C1\C2=CC=CC=C2COC2=CC=CC=C12)O[C@@H]1O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]1O	3649.5	Semi standard non polar	33892256
Doxepin N-oxide glucuronide,1TMS,isomer #2	C[N+](C)(CC/C=C1\C2=CC=CC=C2COC2=CC=CC=C12)O[C@@H]1O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]1O	3650.8	Semi standard non polar	33892256
Doxepin N-oxide glucuronide,1TMS,isomer #3	C[N+](C)(CC/C=C1\C2=CC=CC=C2COC2=CC=CC=C12)O[C@@H]1O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]1O[Si](C)(C)C	3625.4	Semi standard non polar	33892256
Doxepin N-oxide glucuronide,1TMS,isomer #4	C[N+](C)(CC/C=C1\C2=CC=CC=C2COC2=CC=CC=C12)O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]1O	3614.1	Semi standard non polar	33892256
Doxepin N-oxide glucuronide,2TMS,isomer #1	C[N+](C)(CC/C=C1\C2=CC=CC=C2COC2=CC=CC=C12)O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]1O	3620.6	Semi standard non polar	33892256
Doxepin N-oxide glucuronide,2TMS,isomer #2	C[N+](C)(CC/C=C1\C2=CC=CC=C2COC2=CC=CC=C12)O[C@@H]1O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O	3635.0	Semi standard non polar	33892256
Doxepin N-oxide glucuronide,2TMS,isomer #3	C[N+](C)(CC/C=C1\C2=CC=CC=C2COC2=CC=CC=C12)O[C@@H]1O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C	3624.8	Semi standard non polar	33892256
Doxepin N-oxide glucuronide,2TMS,isomer #4	C[N+](C)(CC/C=C1\C2=CC=CC=C2COC2=CC=CC=C12)O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]1O	3611.5	Semi standard non polar	33892256
Doxepin N-oxide glucuronide,2TMS,isomer #5	C[N+](C)(CC/C=C1\C2=CC=CC=C2COC2=CC=CC=C12)O[C@@H]1O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	3629.5	Semi standard non polar	33892256
Doxepin N-oxide glucuronide,2TMS,isomer #6	C[N+](C)(CC/C=C1\C2=CC=CC=C2COC2=CC=CC=C12)O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]1O[Si](C)(C)C	3592.5	Semi standard non polar	33892256
Doxepin N-oxide glucuronide,3TMS,isomer #1	C[N+](C)(CC/C=C1\C2=CC=CC=C2COC2=CC=CC=C12)O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O	3616.0	Semi standard non polar	33892256
Doxepin N-oxide glucuronide,3TMS,isomer #2	C[N+](C)(CC/C=C1\C2=CC=CC=C2COC2=CC=CC=C12)O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C	3618.0	Semi standard non polar	33892256
Doxepin N-oxide glucuronide,3TMS,isomer #3	C[N+](C)(CC/C=C1\C2=CC=CC=C2COC2=CC=CC=C12)O[C@@H]1O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	3653.4	Semi standard non polar	33892256
Doxepin N-oxide glucuronide,3TMS,isomer #4	C[N+](C)(CC/C=C1\C2=CC=CC=C2COC2=CC=CC=C12)O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	3621.8	Semi standard non polar	33892256
Doxepin N-oxide glucuronide,4TMS,isomer #1	C[N+](C)(CC/C=C1\C2=CC=CC=C2COC2=CC=CC=C12)O[C@@H]1O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	3626.2	Semi standard non polar	33892256
Doxepin N-oxide glucuronide,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](C(=O)O)O[C@@H](O[N+](C)(C)CC/C=C2\C3=CC=CC=C3COC3=CC=CC=C23)[C@H](O)[C@H]1O	3890.6	Semi standard non polar	33892256
Doxepin N-oxide glucuronide,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](O)[C@H](O[N+](C)(C)CC/C=C2\C3=CC=CC=C3COC3=CC=CC=C23)O[C@H](C(=O)O)[C@H]1O	3892.4	Semi standard non polar	33892256
Doxepin N-oxide glucuronide,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O[N+](C)(C)CC/C=C2\C3=CC=CC=C3COC3=CC=CC=C23)O[C@H](C(=O)O)[C@@H](O)[C@@H]1O	3872.7	Semi standard non polar	33892256
Doxepin N-oxide glucuronide,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](O[N+](C)(C)CC/C=C2\C3=CC=CC=C3COC3=CC=CC=C23)[C@H](O)[C@@H](O)[C@@H]1O	3870.8	Semi standard non polar	33892256
Doxepin N-oxide glucuronide,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](O[N+](C)(C)CC/C=C2\C3=CC=CC=C3COC3=CC=CC=C23)[C@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	4046.5	Semi standard non polar	33892256
Doxepin N-oxide glucuronide,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](C(=O)O)O[C@@H](O[N+](C)(C)CC/C=C2\C3=CC=CC=C3COC3=CC=CC=C23)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	4048.1	Semi standard non polar	33892256
Doxepin N-oxide glucuronide,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](C(=O)O)O[C@@H](O[N+](C)(C)CC/C=C2\C3=CC=CC=C3COC3=CC=CC=C23)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	4060.1	Semi standard non polar	33892256
Doxepin N-oxide glucuronide,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O)[C@@H](C(=O)O)O[C@@H](O[N+](C)(C)CC/C=C2\C3=CC=CC=C3COC3=CC=CC=C23)[C@@H]1O[Si](C)(C)C(C)(C)C	4059.1	Semi standard non polar	33892256
Doxepin N-oxide glucuronide,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](O[N+](C)(C)CC/C=C2\C3=CC=CC=C3COC3=CC=CC=C23)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	4043.3	Semi standard non polar	33892256
Doxepin N-oxide glucuronide,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](O[N+](C)(C)CC/C=C2\C3=CC=CC=C3COC3=CC=CC=C23)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O	4030.4	Semi standard non polar	33892256
Doxepin N-oxide glucuronide,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](O[N+](C)(C)CC/C=C2\C3=CC=CC=C3COC3=CC=CC=C23)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	4182.2	Semi standard non polar	33892256
Doxepin N-oxide glucuronide,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](O[N+](C)(C)CC/C=C2\C3=CC=CC=C3COC3=CC=CC=C23)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	4184.3	Semi standard non polar	33892256
Doxepin N-oxide glucuronide,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[N+](C)(C)CC/C=C2\C3=CC=CC=C3COC3=CC=CC=C23)O[C@H](C(=O)O)[C@H]1O[Si](C)(C)C(C)(C)C	4219.9	Semi standard non polar	33892256
Doxepin N-oxide glucuronide,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](O[N+](C)(C)CC/C=C2\C3=CC=CC=C3COC3=CC=CC=C23)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	4192.3	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Doxepin N-oxide glucuronide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0pdi-9344200000-7c05e0446a2dcbb87c2f	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Doxepin N-oxide glucuronide GC-MS (3 TMS) - 70eV, Positive	splash10-00di-4192026000-b24e3618fe8f1aae78f5	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Doxepin N-oxide glucuronide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doxepin N-oxide glucuronide 10V, Positive-QTOF	splash10-0fki-0130900000-5c05d7bdf2566ed6bce5	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doxepin N-oxide glucuronide 20V, Positive-QTOF	splash10-001i-1190000000-8585925627e7de5d6369	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doxepin N-oxide glucuronide 40V, Positive-QTOF	splash10-059i-9740000000-26056f5325f5dae32632	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doxepin N-oxide glucuronide 10V, Positive-QTOF	splash10-00dr-0090600000-65c8b2894033b124e7c4	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doxepin N-oxide glucuronide 20V, Positive-QTOF	splash10-05ci-0090200000-e293c169608d62b2bf69	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doxepin N-oxide glucuronide 40V, Positive-QTOF	splash10-05g0-2290000000-4b694327d6d02dff71de	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

Name	SMPDB/PathBank	KEGG
Doxepin Metabolism Pathway		Not Available

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

30778635

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131770046

PDB ID

Not Available

ChEBI ID

175698

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Doxepin N-oxide glucuronide (HMDB0061139)

MOL for HMDB0061139 (Doxepin N-oxide glucuronide)

3D MOL for HMDB0061139 (Doxepin N-oxide glucuronide)

3D SDF for HMDB0061139 (Doxepin N-oxide glucuronide)

3D-SDF for HMDB0061139 (Doxepin N-oxide glucuronide)

PDB for HMDB0061139 (Doxepin N-oxide glucuronide)

3D PDB for HMDB0061139 (Doxepin N-oxide glucuronide)

SMILES for HMDB0061139 (Doxepin N-oxide glucuronide)

INCHI for HMDB0061139 (Doxepin N-oxide glucuronide)

Structure for HMDB0061139 (Doxepin N-oxide glucuronide)

3D Structure for HMDB0061139 (Doxepin N-oxide glucuronide)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra